The Best Offers for Summer and Fall Travel
Reduced rates, guaranteed room upgrades, resort credits
and FREE nights
Book by 8/6/17 for travel through 12/31/18

All Deals Include: Round-trip airfare, Hotel accommodations, Taxes and more

Caribbean Vacation Packages

 from $489
 

Antigua

3 nights with air from $1,679

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Aruba

3 nights with air from $1,085

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Bahamas

3 nights with air from $839

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Bermuda

3 nights with air from $1,235

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Dominican Republic

3 nights with air from $659

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Grand Cayman

3 nights with air from $1,185

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Jamaica

3 nights with air from $665

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Puerto Rico

3 nights with air from $489

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Saint Lucia

3 nights with air from $1,109

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St. Martin and Sint Maarten

3 nights with air from $945

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Turks & Caicos

3 nights with air from $1,549

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Rates are based on roundtrip air travel from Boston (BOS) to Antigua, Bermuda, Grand Cayman, Jamaica, Puerto Rico, Saint Lucia, St. Martin and Turks & Caicos, Pittsburgh (PIT) to Aruba and Providence (PVD) to Bahamas and Dominican Republic and are per person, based on double occupancy. Advertised vacation rate(s) valid for departures 12/4/17. Dominican Republic: Rates do not include a $10 per person Tourist Card fee payable upon arrival in the Dominican Republic.
Caribbean - The Best Offers: Valid on new bookings at participating resorts made 7/17 – 8/6/17 for travel through 12/31/18. Minimum night hotel accommodations at participating property and roundtrip airfare required. Offers and minimum stay requirements vary by participating resort. Certain restrictions apply.
Rates quoted are per person, based on double occupancy unless otherwise stated. Rates for other travel dates may vary. Rates, terms, conditions and itinerary are subject to availability. Certain restrictions apply. Rates shown include government-imposed fees and taxes. Airline fees for optional services, including, but not limited to, baggage fees, may apply. Airline tickets are non-refundable and subject to airline change/cancellation penalties and rules, including pre-flight notification deadlines. Fees and policies vary among airlines and are subject to change without notice. Please contact the airline directly for details and answers to specific questions you may have. Additional restrictions apply. Advertised rates do not include any applicable daily resort or facility fees payable directly to the hotel operator at check-out; such fee amounts will be advised at the time of booking. Where applicable, kids stay free in same room as adults using existing bedding. Occupancy limits apply. Where applicable, kids eat free with full paying adult. Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]